2-Oxocyclopentanecarbonitrile

Intermediate 1: 2-Oxocyclopentanecarbonitrile Potassium tert-butoxide (41.51g, 37Ommol) was added to a stirred solution of adiponitrile (42.O6mL, 37Ommol) and THF (600mL) at room temperature under a nitrogen atmosphere. After stirring for 8 hours H2504 (1 9.72mL, 37Ommol) (1 M solution) was added to the reaction and the resulting mixtureallowed to stir for 18 hours at room temperature. After this time sat. aq. NH4CI (600mL) was added and the resulting mixture was extracted with EtOAc (2 x 500mL). The combined organic layers were dried over Na2504 and solvent removed in vacuo to give 2-oxocyclopentanecarbonitrile (29.31g, 269mmo1, 73percent yield) as a yellow oil.1H NMR (CDCI3, 400MHz) O/ppm: 3.20 (1H, dd, J= 8.4Hz, 10.2Hz), 2.15-2.60 (5H, bm), 1.92 (1H, m).MS Method 2: RT: 0.76 mi mlz 110.1 [M+H]

Molecular Weight:109.13
XLogP3:0.4
Hydrogen Bond Acceptor Count:2
Exact Mass:109.052763847
Monoisotopic Mass:109.052763847
Topological Polar Surface Area:40.9
Heavy Atom Count:8
Complexity:153
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes